Natural Product: NPC474755

Natural Product ID:  NPC474755
Common Name:   (3R,3As,5Ar,9As,9Bs)-3-(Methoxymethyl)-5A-Methyl-Octahydronaphtho[1,2-B]Furan-2,9(9Ah,9Bh)-Dione
IUPAC Name:   (3R,3aS,5aR,9aS,9bS)-3-(methoxymethyl)-5a-methyl-3a,4,5,6,7,8,9a,9b-octahydro-3H-benzo[g][1]benzofuran-2,9-dione
Synonyms:  
Molecular Formula:   C15H22O4
Standard InCHIKey:  RULNKNXNKQTCDP-XABUFMANSA-N
Standard InCHI:  InChI=1S/C15H22O4/c1-15-6-3-4-11(16)12(15)13-9(5-7-15)10(8-18-2)14(17)19-13/h9-10,12-13H,3-8H2,1-2H3/t9-,10-,12+,13-,15+/m0/s1
Canonical SMILES:  COC[C@@H]1C(=O)O[C@H]2[C@H]1CC[C@@]1([C@@H]2C(=O)CCC1)C
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO30603 Saussurea lappa NA NA NA roots PMID[18579374]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT83 Cell Line MCF7 Homo sapiens IC50 = 103.38 ug/ml PubChem BioAssay data set

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC474755 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.8919 High Similarity NPC474754
0.8873 High Similarity NPC109510
0.8649 High Similarity NPC307865
0.8649 High Similarity NPC471151
0.8507 High Similarity NPC306750
0.8493 Intermediate Similarity NPC55508
0.8442 Intermediate Similarity NPC475951
0.84 Intermediate Similarity NPC143250
0.8354 Intermediate Similarity NPC65133
0.8333 Intermediate Similarity NPC13494
0.8286 Intermediate Similarity NPC84562
0.8267 Intermediate Similarity NPC471046
0.8205 Intermediate Similarity NPC475743
0.8148 Intermediate Similarity NPC477441
0.8125 Intermediate Similarity NPC477434
0.8088 Intermediate Similarity NPC478126
0.8077 Intermediate Similarity NPC125366
0.8077 Intermediate Similarity NPC134227
0.8077 Intermediate Similarity NPC1882
0.8056 Intermediate Similarity NPC119838
0.8026 Intermediate Similarity NPC92489
0.8 Intermediate Similarity NPC15091
0.7952 Intermediate Similarity NPC221993
0.7952 Intermediate Similarity NPC471221
0.7949 Intermediate Similarity NPC73013
0.7922 Intermediate Similarity NPC477918
0.7901 Intermediate Similarity NPC319909
0.7901 Intermediate Similarity NPC25037
0.7901 Intermediate Similarity NPC473299
0.7901 Intermediate Similarity NPC34984
0.7882 Intermediate Similarity NPC216137
0.7857 Intermediate Similarity NPC67653
0.7857 Intermediate Similarity NPC477440
0.7857 Intermediate Similarity NPC471459
0.7857 Intermediate Similarity NPC200580
0.7857 Intermediate Similarity NPC477443
0.7826 Intermediate Similarity NPC204173
0.7805 Intermediate Similarity NPC477445
0.7805 Intermediate Similarity NPC473350
0.7792 Intermediate Similarity NPC474020
0.7765 Intermediate Similarity NPC477444
0.7765 Intermediate Similarity NPC477433
0.7765 Intermediate Similarity NPC477442
0.7763 Intermediate Similarity NPC317212
0.775 Intermediate Similarity NPC209318
0.775 Intermediate Similarity NPC223330
0.7733 Intermediate Similarity NPC470243
0.7711 Intermediate Similarity NPC120395
0.7703 Intermediate Similarity NPC295788
0.7701 Intermediate Similarity NPC247877
0.7701 Intermediate Similarity NPC309127
0.7683 Intermediate Similarity NPC473336
0.7683 Intermediate Similarity NPC9060
0.7683 Intermediate Similarity NPC181871
0.7683 Intermediate Similarity NPC471044
0.7683 Intermediate Similarity NPC79308
0.7662 Intermediate Similarity NPC477934
0.7647 Intermediate Similarity NPC77001
0.7647 Intermediate Similarity NPC253618
0.7639 Intermediate Similarity NPC295256
0.7639 Intermediate Similarity NPC306805
0.7639 Intermediate Similarity NPC215987
0.7632 Intermediate Similarity NPC248567
0.7632 Intermediate Similarity NPC475230
0.759 Intermediate Similarity NPC62572
0.759 Intermediate Similarity NPC474572
0.7586 Intermediate Similarity NPC476189
0.7586 Intermediate Similarity NPC474379
0.7564 Intermediate Similarity NPC477933
0.7564 Intermediate Similarity NPC477932
0.7561 Intermediate Similarity NPC472847
0.7561 Intermediate Similarity NPC476721
0.7531 Intermediate Similarity NPC48756
0.7531 Intermediate Similarity NPC280781
0.7531 Intermediate Similarity NPC271572
0.7531 Intermediate Similarity NPC58631
0.7531 Intermediate Similarity NPC50658
0.7531 Intermediate Similarity NPC474870
0.7529 Intermediate Similarity NPC80335
0.7528 Intermediate Similarity NPC193785
0.75 Intermediate Similarity NPC275243
0.75 Intermediate Similarity NPC197701
0.75 Intermediate Similarity NPC83242
0.75 Intermediate Similarity NPC476717
0.747 Intermediate Similarity NPC51135
0.747 Intermediate Similarity NPC82492
0.747 Intermediate Similarity NPC101138
0.747 Intermediate Similarity NPC219535
0.747 Intermediate Similarity NPC475689
0.747 Intermediate Similarity NPC25802
0.747 Intermediate Similarity NPC237938
0.7468 Intermediate Similarity NPC317913
0.7468 Intermediate Similarity NPC207010
0.7467 Intermediate Similarity NPC178541
0.7442 Intermediate Similarity NPC194642
0.7439 Intermediate Similarity NPC226988
0.7439 Intermediate Similarity NPC61107
0.7439 Intermediate Similarity NPC289486
0.7436 Intermediate Similarity NPC179922
0.7436 Intermediate Similarity NPC179858
0.7432 Intermediate Similarity NPC41542
0.7416 Intermediate Similarity NPC287354
0.7416 Intermediate Similarity NPC62407
0.7407 Intermediate Similarity NPC274522
0.7407 Intermediate Similarity NPC476265
0.7407 Intermediate Similarity NPC261616
0.7386 Intermediate Similarity NPC228700
0.7381 Intermediate Similarity NPC477205
0.7381 Intermediate Similarity NPC478111
0.7375 Intermediate Similarity NPC475725
0.7375 Intermediate Similarity NPC31031
0.7375 Intermediate Similarity NPC243594
0.7375 Intermediate Similarity NPC472608
0.7356 Intermediate Similarity NPC475776
0.7356 Intermediate Similarity NPC161638
0.7356 Intermediate Similarity NPC475211
0.7356 Intermediate Similarity NPC470114
0.7356 Intermediate Similarity NPC88337
0.7349 Intermediate Similarity NPC15821
0.7342 Intermediate Similarity NPC4209
0.7333 Intermediate Similarity NPC116683
0.7326 Intermediate Similarity NPC477614
0.7326 Intermediate Similarity NPC3032
0.7326 Intermediate Similarity NPC473319
0.7326 Intermediate Similarity NPC226491
0.7326 Intermediate Similarity NPC131104
0.7317 Intermediate Similarity NPC475665
0.7308 Intermediate Similarity NPC477930
0.7303 Intermediate Similarity NPC206878
0.7294 Intermediate Similarity NPC471042
0.7294 Intermediate Similarity NPC248216
0.7294 Intermediate Similarity NPC9231
0.7294 Intermediate Similarity NPC85698
0.7294 Intermediate Similarity NPC92139
0.7284 Intermediate Similarity NPC201276
0.7284 Intermediate Similarity NPC320144
0.7284 Intermediate Similarity NPC80891
0.7273 Intermediate Similarity NPC469940
0.7273 Intermediate Similarity NPC475878
0.7273 Intermediate Similarity NPC89310
0.7273 Intermediate Similarity NPC250753
0.7262 Intermediate Similarity NPC97505
0.7241 Intermediate Similarity NPC472234
0.7241 Intermediate Similarity NPC61688
0.7241 Intermediate Similarity NPC471043
0.7241 Intermediate Similarity NPC472233
0.7229 Intermediate Similarity NPC477936
0.7229 Intermediate Similarity NPC477935
0.7222 Intermediate Similarity NPC210214
0.7222 Intermediate Similarity NPC217329
0.7215 Intermediate Similarity NPC212733
0.7209 Intermediate Similarity NPC175293
0.7209 Intermediate Similarity NPC305029
0.7209 Intermediate Similarity NPC252714
0.72 Intermediate Similarity NPC329466
0.72 Intermediate Similarity NPC476928
0.72 Intermediate Similarity NPC328304
0.7195 Intermediate Similarity NPC60568
0.7195 Intermediate Similarity NPC170038
0.7191 Intermediate Similarity NPC472238
0.7191 Intermediate Similarity NPC472237
0.7174 Intermediate Similarity NPC164349
0.7162 Intermediate Similarity NPC157518
0.7162 Intermediate Similarity NPC469926
0.7162 Intermediate Similarity NPC19311
0.7162 Intermediate Similarity NPC230047
0.7162 Intermediate Similarity NPC469791
0.7162 Intermediate Similarity NPC476330
0.716 Intermediate Similarity NPC34046
0.716 Intermediate Similarity NPC171426
0.716 Intermediate Similarity NPC185465
0.716 Intermediate Similarity NPC80089
0.716 Intermediate Similarity NPC324700
0.716 Intermediate Similarity NPC224802
0.7143 Intermediate Similarity NPC13949
0.7143 Intermediate Similarity NPC194637
0.7143 Intermediate Similarity NPC471037
0.7126 Intermediate Similarity NPC90676
0.7126 Intermediate Similarity NPC236459
0.7126 Intermediate Similarity NPC474845
0.7126 Intermediate Similarity NPC477128
0.7126 Intermediate Similarity NPC476435
0.7125 Intermediate Similarity NPC475744
0.7125 Intermediate Similarity NPC476985
0.7125 Intermediate Similarity NPC474316
0.7111 Intermediate Similarity NPC470424
0.7111 Intermediate Similarity NPC24861
0.7111 Intermediate Similarity NPC225474
0.7111 Intermediate Similarity NPC473280
0.7111 Intermediate Similarity NPC148000
0.7111 Intermediate Similarity NPC473431
0.7111 Intermediate Similarity NPC473435
0.7111 Intermediate Similarity NPC471078
0.7111 Intermediate Similarity NPC477495
0.7111 Intermediate Similarity NPC469596
0.7108 Intermediate Similarity NPC328639
0.7108 Intermediate Similarity NPC38642
0.7108 Intermediate Similarity NPC329490
0.7108 Intermediate Similarity NPC472229
0.7108 Intermediate Similarity NPC472230

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC474755 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.8056 Intermediate Similarity NPD229 Approved
0.7733 Intermediate Similarity NPD5777 Approved
0.7639 Intermediate Similarity NPD9496 Clinical (unspecified phase)
0.7468 Intermediate Similarity NPD6116 Phase 1
0.7342 Intermediate Similarity NPD6117 Approved
0.716 Intermediate Similarity NPD6115 Approved
0.716 Intermediate Similarity NPD6697 Approved
0.716 Intermediate Similarity NPD6114 Approved
0.716 Intermediate Similarity NPD6118 Approved
0.7089 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7067 Intermediate Similarity NPD4224 Phase 2
0.7013 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7013 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD3702 Approved
0.6933 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6889 Remote Similarity NPD8035 Phase 2
0.6889 Remote Similarity NPD8034 Phase 2
0.6835 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6835 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6835 Remote Similarity NPD6081 Approved
0.6795 Remote Similarity NPD3698 Phase 2
0.679 Remote Similarity NPD3703 Phase 2
0.6782 Remote Similarity NPD1694 Approved
0.6739 Remote Similarity NPD7900 Approved
0.6739 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6709 Remote Similarity NPD4245 Approved
0.6709 Remote Similarity NPD4244 Approved
0.6706 Remote Similarity NPD1780 Approved
0.6706 Remote Similarity NPD1779 Approved
0.6667 Remote Similarity NPD1700 Approved
0.663 Remote Similarity NPD6399 Phase 3
0.6526 Remote Similarity NPD7902 Approved
0.6517 Remote Similarity NPD7334 Approved
0.6517 Remote Similarity NPD6409 Approved
0.6517 Remote Similarity NPD7146 Approved
0.6517 Remote Similarity NPD5330 Approved
0.6517 Remote Similarity NPD6684 Approved
0.6517 Remote Similarity NPD7521 Approved
0.65 Remote Similarity NPD4789 Approved
0.6489 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6479 Remote Similarity NPD615 Clinical (unspecified phase)
0.6456 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6456 Remote Similarity NPD5360 Phase 3
0.6436 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6404 Remote Similarity NPD7520 Clinical (unspecified phase)
0.64 Remote Similarity NPD6008 Approved
0.6383 Remote Similarity NPD7748 Approved
0.6374 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6374 Remote Similarity NPD6672 Approved
0.6374 Remote Similarity NPD5737 Approved
0.6374 Remote Similarity NPD6903 Approved
0.6353 Remote Similarity NPD4802 Phase 2
0.6353 Remote Similarity NPD4238 Approved
0.6353 Remote Similarity NPD3671 Phase 1
0.6289 Remote Similarity NPD4225 Approved
0.625 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6238 Remote Similarity NPD6675 Approved
0.6238 Remote Similarity NPD5739 Approved
0.6238 Remote Similarity NPD6402 Approved
0.6238 Remote Similarity NPD7128 Approved
0.622 Remote Similarity NPD4758 Discontinued
0.6214 Remote Similarity NPD6372 Approved
0.6214 Remote Similarity NPD6373 Approved
0.6211 Remote Similarity NPD6001 Approved
0.6176 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6176 Remote Similarity NPD5697 Approved
0.6176 Remote Similarity NPD5701 Approved
0.6173 Remote Similarity NPD3726 Approved
0.6173 Remote Similarity NPD3725 Approved
0.617 Remote Similarity NPD7515 Phase 2
0.6154 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6154 Remote Similarity NPD3618 Phase 1
0.6122 Remote Similarity NPD5696 Approved
0.6117 Remote Similarity NPD6881 Approved
0.6117 Remote Similarity NPD6899 Approved
0.6117 Remote Similarity NPD7320 Approved
0.6095 Remote Similarity NPD6650 Approved
0.6095 Remote Similarity NPD6649 Approved
0.6087 Remote Similarity NPD3573 Approved
0.6058 Remote Similarity NPD6014 Approved
0.6058 Remote Similarity NPD6013 Approved
0.6058 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6058 Remote Similarity NPD6012 Approved
0.6027 Remote Similarity NPD3729 Clinical (unspecified phase)
0.602 Remote Similarity NPD6084 Phase 2
0.602 Remote Similarity NPD6083 Phase 2
0.6 Remote Similarity NPD7102 Approved
0.6 Remote Similarity NPD3669 Approved
0.6 Remote Similarity NPD7290 Approved
0.6 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6 Remote Similarity NPD6411 Approved
0.6 Remote Similarity NPD6883 Approved
0.598 Remote Similarity NPD8170 Clinical (unspecified phase)
0.5979 Remote Similarity NPD5695 Phase 3
0.5979 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5978 Remote Similarity NPD6098 Approved
0.5977 Remote Similarity NPD5364 Discontinued
0.5976 Remote Similarity NPD4267 Clinical (unspecified phase)
0.5963 Remote Similarity NPD7115 Discovery
0.5962 Remote Similarity NPD6011 Approved
0.5957 Remote Similarity NPD6080 Approved
0.5957 Remote Similarity NPD6904 Approved
0.5957 Remote Similarity NPD6673 Approved
0.5943 Remote Similarity NPD8130 Phase 1
0.5943 Remote Similarity NPD6847 Approved
0.5943 Remote Similarity NPD6869 Approved
0.5943 Remote Similarity NPD6617 Approved
0.5934 Remote Similarity NPD3668 Phase 3
0.5905 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5895 Remote Similarity NPD5207 Approved
0.5889 Remote Similarity NPD3667 Approved
0.5888 Remote Similarity NPD6882 Approved
0.5888 Remote Similarity NPD8297 Approved
0.5859 Remote Similarity NPD4755 Approved
0.5851 Remote Similarity NPD5208 Approved
0.5844 Remote Similarity NPD3198 Approved
0.5833 Remote Similarity NPD5693 Phase 1
0.5821 Remote Similarity NPD387 Clinical (unspecified phase)
0.5818 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5804 Remote Similarity NPD6319 Approved
0.58 Remote Similarity NPD7638 Approved
0.5794 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5789 Remote Similarity NPD5328 Approved
0.5789 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5789 Remote Similarity NPD6101 Approved
0.5773 Remote Similarity NPD4202 Approved
0.5761 Remote Similarity NPD3665 Phase 1
0.5761 Remote Similarity NPD4786 Approved
0.5761 Remote Similarity NPD3666 Approved
0.5761 Remote Similarity NPD3133 Approved
0.5758 Remote Similarity NPD4697 Phase 3
0.5758 Remote Similarity NPD5349 Clinical (unspecified phase)
0.5752 Remote Similarity NPD6921 Approved
0.5743 Remote Similarity NPD5286 Approved
0.5743 Remote Similarity NPD7640 Approved
0.5743 Remote Similarity NPD4696 Approved
0.5743 Remote Similarity NPD5285 Approved
0.5743 Remote Similarity NPD7639 Approved
0.5743 Remote Similarity NPD4700 Approved
0.5743 Remote Similarity NPD8418 Phase 2
0.5739 Remote Similarity NPD7492 Approved
0.5729 Remote Similarity NPD5692 Phase 3
0.5727 Remote Similarity NPD6274 Approved
0.5714 Remote Similarity NPD5282 Discontinued
0.569 Remote Similarity NPD6616 Approved
0.5682 Remote Similarity NPD8144 Approved
0.5682 Remote Similarity NPD8143 Approved
0.567 Remote Similarity NPD5694 Approved
0.567 Remote Similarity NPD5281 Approved
0.567 Remote Similarity NPD5284 Approved
0.567 Remote Similarity NPD6050 Approved
0.567 Remote Similarity NPD6079 Approved
0.5667 Remote Similarity NPD6928 Phase 2
0.5664 Remote Similarity NPD6054 Approved
0.5664 Remote Similarity NPD6059 Approved
0.5652 Remote Similarity NPD4788 Approved
0.5652 Remote Similarity NPD2699 Approved
0.5652 Remote Similarity NPD8328 Phase 3
0.5641 Remote Similarity NPD8293 Discontinued
0.5641 Remote Similarity NPD7078 Approved
0.5634 Remote Similarity NPD2266 Phase 2
0.5634 Remote Similarity NPD6125 Clinical (unspecified phase)
0.5631 Remote Similarity NPD7632 Discontinued
0.5631 Remote Similarity NPD5226 Approved
0.5631 Remote Similarity NPD5224 Approved
0.5631 Remote Similarity NPD5225 Approved
0.5631 Remote Similarity NPD4633 Approved
0.5631 Remote Similarity NPD5211 Phase 2
0.5625 Remote Similarity NPD4753 Phase 2
0.5618 Remote Similarity NPD3617 Approved
0.5616 Remote Similarity NPD9638 Phase 2
0.5614 Remote Similarity NPD6016 Approved
0.5614 Remote Similarity NPD6291 Clinical (unspecified phase)
0.5614 Remote Similarity NPD6015 Approved
0.5612 Remote Similarity NPD5779 Approved
0.5612 Remote Similarity NPD5778 Approved
0.5604 Remote Similarity NPD5369 Approved
0.56 Remote Similarity NPD5220 Clinical (unspecified phase)
0.56 Remote Similarity NPD5221 Approved
0.56 Remote Similarity NPD5222 Approved

Structure

External Identifiers

PubChem CID   44568211
ChEMBL   CHEMBL481521
ZINC  

Physicochemical Properties

Molecular Weight:  266.15
ALogP:  -0.6416
MLogP:  2.67
XLogP:  1.587
# Rotatable Bonds:  4
Polar Surface Area:  52.6
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  19

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
Similar NPs/Drugs